Orlando & Kissimmee · 28.33° N
Windsor at Westside
Lazy river luxury on the corridor’s west side
Living in Windsor at Westside
Windsor at Westside carries the Windsor brand’s amenity playbook — a huge zero-entry pool, lazy river, tiki bar, and sports courts — into a newer gated community of spacious pool villas minutes from ChampionsGate and the Disney parks.
Why buyers choose it
- Zero-entry resort pool & lazy river
- Six- to nine-bedroom entertainment villas
- Gated, short-term rental zoned
- Minutes to ChampionsGate & Disney
Buying a home in Windsor at Westside
Buyers comparing Windsor at Westside often begin with the home's intended use, the day-to-day fit of the amenities, and the ownership rules that apply to the community. Live inventory changes quickly, so a current MLS search is only the starting point for a useful comparison.
Our Kissimmee specialists can narrow the options by floor plan, condition, rental suitability where applicable, and the details that affect a Florida purchase after closing. Use the live listings below, then ask us for a practical read on the homes that match your plans.
Comparing nearby areas? Explore Orlando and Kissimmee homes for sale or compare homes for sale near Disney World across the resort corridor.
Live inventory
On the market in Windsor at Westside

$435,000
5 bd4 ba2,492 sqft
8812 Corcovado Drive
Windsor At Westside Ph 2b · Kissimmee, FL 34747

$419,000
5 bd4.5 ba2,265 sqft
8834 Geneve Court
Windsor At Westside Ph 2b · Kissimmee, FL 34747

$560,000
6 bd4.5 ba3,142 sqft
8897 Rhodes Street
Windsor At Westside · Kissimmee, FL 34747

$415,000
5 bd4.5 ba2,263 sqft
2415 Dubai Street
Windsor At Westside Ph 3 · Kissimmee, FL 34747

$380,000
5 bd4.5 ba2,263 sqft
2015 Majorca Drive
Windsor At Westside Ph 1 · Kissimmee, FL 34747

$389,900
5 bd4.5 ba2,265 sqft
2441 Dubai Street
Windsor At Westside Ph 3 · Kissimmee, FL 34747

$449,990
5 bd4.5 ba2,263 sqft
2422 Dubai Street
Windsor At Westside Ph 3 · Kissimmee, FL 34747

$437,500
5 bd4.5 ba2,263 sqft
1965 Majorca Drive
Windsor At Westside Ph 1 · Kissimmee, FL 34747

$415,000
4 bd3.5 ba2,102 sqft
8882 Geneve Ct
Windsor At Westside Ph 2b · Kissimmee, FL 34747

$678,000
9 bd6 ba4,391 sqft
8817 Corcovado Drive
Windsor At Westside Ph 2b · Kissimmee, FL 34747

$409,990
5 bd4.5 ba2,263 sqft
8843 Geneve Ct
Windsor At Westside Ph 2b · Kissimmee, FL 34747

$570,000
8 bd6 ba4,041 sqft
2187 Tripoli Court
Windsor At Westside Ph 1 · Kissimmee, FL 34747